Windward Bay Homes with Vehicle Restrictions Amenities

Welcome to Windward Bay, a hidden gem nestled in the heart of Longboat Key, Florida, where coastal living meets serene sophistication. This picturesque subdivision, located in Manatee County, offers a unique blend of tranquility and convenience, making it the perfect destination for those seeking a slice of paradise.

Windward Bay is renowned for its stunning waterfront views and lush landscaping, providing residents with an idyllic setting to relax and unwind. The community boasts a range of elegant homes, each designed with comfort and style in mind. With vehicle restrictions in place, Windward Bay ensures a peaceful atmosphere, allowing residents to enjoy leisurely strolls, bike rides, and the gentle sound of waves lapping against the shore without the distractions of heavy traffic.

Amenities abound in this charming community. Residents can take advantage of the sparkling swimming pool, perfect for those sun-soaked Florida days, or explore the well-maintained walking paths that wind through the neighborhood. For those who enjoy an active lifestyle, Windward Bay offers tennis courts and direct access to the beautiful beaches of Longboat Key, where you can soak up the sun or indulge in water sports.

Living in Windward Bay means embracing a lifestyle of relaxation and community. With its prime location, you’re just moments away from local shops, fine dining, and cultural attractions, making it easy to enjoy everything Longboat Key has to offer. Discover the charm of Windward Bay, where your dream home awaits amidst the beauty of Florida’s Gulf Coast.

Newest Windward Bay Homes with Vehicle Restrictions Amenities

$595,000

2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code

Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering the best of Longboat Key living with beautiful views of the preserved mangroves and Sarasota Bay. Renovated from top to bottom, this home has been thoughtfully transformed and is available TURNKEY FURNISHED with hurricane impact windows and shutters for a peace of mind. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. A Murphy bed in the office area adds even more versatility, providing the perfect setup for overnight guests while still allowing the space to function as a home office.Living at Windward Bay means embracing the Longboat Key lifestyle from both the BAY AND THE BEACH. Enjoy three beach access points directly across the street for effortless days along the Gulf, while boat slips available to residents make it easy to get out on Sarasota Bay and explore the surrounding waterways. Windward Bay is a PET-FRIENDLY, amenity-rich waterfront community offering multiple swimming pools, tennis and pickleball courts, a fitness center with sauna, kayak storage, and scenic walking paths along the bayfront. Ideally situated on Longboat Key, you are just minutes from exceptional restaurants and shopping, St. Armands Circle, Anna Maria Island, and everything Sarasota has to enjoy. With FULLY FUNDED RESERVES FOR 2026, NO UPCOMING SPECIAL ASSESSMENTS, and a PASSED MILESTONE INSPECTION, this move-in-ready residence offers the renovations, amenities, location, and peace of mind today's Florida condo buyer is looking for. Your Longboat Key lifestyle awaits!

4540 Gulf Of Mexico Drive Unit 204, Longboat Key

$725,000

2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code

Discover coastal living at its finest in this beautifully positioned 2-bedroom, 2-bath condominium on one of Longboat Key’s most sought-after stretches. This residence offers spectacular, breathtaking views from both private lanais—perfect for enjoying sunrise coffee or evening sunsets over the water. Inside, the layout is bright and inviting, with seamless indoor-outdoor flow that maximizes the scenery from multiple vantage points. Whether you’re looking for a full-time residence or a serene getaway, this condo delivers both comfort and location. The community is elevating its appeal with exciting enhancements, including upcoming clubhouse renovations featuring a boutique fitness center, newly refreshed landscaping, and a hot tub addition to the pool deck—creating a true resort-style atmosphere with two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming grilling convenience behind Club 72. This split plan FURNISHED 5th floor panoramic view, master en-suite unit awaits YOU! Enjoy the best of island living with pristine beaches, nearby dining, and a relaxed yet refined lifestyle—all just moments from your door. R&R IS THE PACE, LBK IS THE PLACE!!!!

4825 Gulf Of Mexico Drive Unit 504, Longboat Key

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